AN EFFICIENT SYNTHESIS OF (2S)N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE AND (2R)-N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE

被引:14
作者
BECKWITH, ALJ
PYNE, SG
DIKIC, B
CHAI, CLL
GORDON, PA
SKELTON, BW
TOZER, MJ
WHITE, AH
机构
[1] UNIV WOLLONGONG,DEPT CHEM,WOLLONGONG,NSW 2522,AUSTRALIA
[2] UNIV WESTERN AUSTRALIA,DEPT CHEM,NEDLANDS,WA 6009,AUSTRALIA
关键词
D O I
10.1071/CH9931425
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient synthesis of the title compounds in high enantiomeric purity (>98%) involves bromination under photolytic conditions of (2S)- or (2R)-oxazolidinones derived from (S)-alanine followed by treatment of the products with sodium iodide in refluxing acetone. A room-temperature single-crystal X-ray study of (2S,4Z)-N-benzoyl-4-bromomethylene-2-t-butyloxazolidin-5-one is recorded.
引用
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页码:1425 / 1430
页数:6
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